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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 223355Generated: October 25, 2026

Salicylic acid, hydrazide → ortho-(5-Methyl-1,3,4-oxadiazol-2-yl)-phenol

https://huagongshe.com/reaction/223355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSalicylic acid, hydrazideHCID 13637—
ReactantTriethyl orthoacetateHCID 66221—
Solvent1-PropanolHCID 1031—
Productortho-(5-Methyl-1,3,4-oxadiazol-2-yl)-phenolHCID 13597976044.5%

Reaction Steps

90 g (0.6 mole) of salicylic acid hydrazide and 388.8 g (2.4 moles) of triethyl orthoacetate in 500 ml of n-propanol are refluxed for 84 hours. When the mixture has cooled, the precipitate is filtered off and recrystallized from a mixture of toluene and petroleum ether. 47 g of colorless crystals (26.7% of theory) are obtained; melting point 74°-76° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04353904
Source datasetuspto-grants-1982_10
ORD IDord-eab5ff6792184edcb3686bb496315b85
Source noteuspto-grants-1982_10